Dempsey Hill Holiday Rentals, Singapore: Private House Rentals

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Go beyond your typical stay in Dempsey Hill

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Spa

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Our top choices for Dempsey Hill hotels

Reserve now, pay later

Breakfast included

Hotel

Geylang

Wi-Fi included

A hotel with multiple floors, a swimming pool, and outdoor seating areas.

A modern restaurant with high ceilings, pendant lighting, and a central bar area.

A modern lounge area with tiered seating, a patterned floor, and a backdrop of greenery.

A modern lobby with a central seating area, a staircase, and a wall with greenery.

1. JEN Singapore Tanglin by Shangri-La

Orchard

Darren

฿4,379

฿5,250 total

includes taxes & fees

20 Sept - 21 Sept

A modern dining area with a long wooden table, multiple chairs, and a bar in the background.

A modern bar area with a central island, bar stools, and shelves stocked with bottles and glasses.

A modern conference room with a long table, chairs, and a projector.

2. YOTEL Singapore Orchard Road

Orchard

Dennis

฿4,037

฿4,841 total

includes taxes & fees

13 Sept - 14 Sept

A spacious lobby with a central clock, seating areas, and a polished floor.

A buffet with various food items and drinks.

A modern hotel with a large indoor swimming pool, a well-maintained garden area, and a contemporary building facade.

3. Orchard Hotel Singapore

Orchard

shailee

฿5,152

฿6,177 total

includes taxes & fees

28 Aug - 29 Aug

A Holiday Inn Express building with a modern glass facade, a covered entrance, and a landscaped area with trees and shrubs.

A modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.

4. Holiday Inn Express Singapore Clarke Quay by IHG

Downtown Singapore

Glenn Allan

฿4,868

฿6,053 total

includes taxes & fees

18 Sept - 19 Sept

A spacious lobby with a central water feature, surrounded by seating areas and large windows.

A multi-level atrium with balconies covered in greenery, a central open space, and a view of the sky.

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge areas.

A modern building with a unique wooden lattice facade, surrounded by lush greenery and palm trees.

5. Shangri-La Singapore

Tanglin

David

฿8,323

฿9,980 total

includes taxes & fees

22 Sept - 23 Sept

A hotel with a prominent 'Orchard Rendezvous Hotel' sign, large windows, and a modern architectural design.

A bar area with high stools, a bar counter, and shelves with bottles and glasses.

A swimming pool with tiled flooring, lounge chairs, and a bar area.

A hotel room with a large bed, a desk with a laptop, a chair, a small table with a plant, and a large window with a view.

6. Orchard Rendezvous Hotel by Far East Hospitality

Orchard

Rahul

฿3,940

฿4,724 total

includes taxes & fees

6 Sept - 7 Sept

An outdoor dining area with wicker furniture and a glass enclosure.

A modern hotel entrance with a vertical garden, glass doors, and a car parked in front.

A spacious indoor area with high ceilings, large windows, and multiple seating arrangements.

A modern lobby with a reception desk, seating area, and large windows overlooking greenery.

7. Artyzen Singapore

Orchard

Mouhamed

฿13,134

฿15,748 total

includes taxes & fees

11 Sept - 12 Sept

A person in a swimming pool with clear water and sunlight reflecting on the surface.

A hotel entrance with large windows, a garden with various plants, and a visible interior with seating and a neon sign.

A round dining table with various dishes and a central serving tray.

8. Hotel Faber Park Singapore - Handwritten Collection

Bukit Merah

Jhojaira

฿3,817

฿4,577 total

includes taxes & fees

30 Aug - 31 Aug

A modern hotel lobby with high ceilings, a central seating area, and a reception desk.

A modern outdoor pool area with lounge chairs and umbrellas, surrounded by a vertical garden and a contemporary building facade.

A modern hotel lobby with a central potted plant, geometric light fixtures, and a clean, minimalist design.

A modern hotel with a prominent Hilton sign, surrounded by high-rise buildings and a busy urban street at dusk.

9. Hilton Singapore Orchard

Orchard

Agnes

฿8,848

฿10,609 total

includes taxes & fees

6 Sept - 7 Sept

The exterior of the Voco An IHG Hotel with a distinctive bird sculpture in the entrance.

A dining area with a long table set for a meal, large windows offering a city view, and modern interior design.

An outdoor dining area with tables and chairs, a bar with shelves of bottles, and a view of the cityscape at dusk.

A modern living room with a large window, a sofa, a coffee table, and a chair.

10. voco Orchard Singapore by IHG

Orchard

Nicola Hazel

฿7,470

฿8,957 total

includes taxes & fees

24 Sept - 25 Sept

A rooftop infinity pool with green seating and red umbrellas, overlooking a city skyline.

A modern hotel room with a city view, a sofa set, yellow chairs, and a large window.

A room with a large window overlooking a cityscape at sunset.

A person dining at an outdoor table with a city skyline in the background.

11. JEN Singapore Orchardgateway by Shangri-La

Orchard

Gabbrielle

฿6,692

฿8,024 total

includes taxes & fees

30 Aug - 31 Aug

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and modern buildings.

A spacious living area with two sofas, a coffee table, and floor lamps. Large windows provide a view of the cityscape.

A modern building with the name 'CONRAD' prominently displayed.

A long buffet table with various cheeses, fruits, and flowers.

12. Conrad Singapore Orchard

Orchard

Youngeun

฿8,236

฿9,875 total

includes taxes & fees

13 Sept - 14 Sept

A high-rise hotel with a prominent Grand Cypress sign, reflecting in the water.

A hotel room with two beds, a sitting area, and a view of a cityscape at night.

A breakfast table with various dishes and drinks, a coffee pot, and a view of a cityscape through large windows.

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings and palm trees.

13. Grand Copthorne Waterfront Hotel Singapore

Singapore River

Saban

฿5,486

฿6,577 total

includes taxes & fees

13 Sept - 14 Sept

A modern reception desk with a wooden finish, a glass display case with various bottles, and a digital kiosk.

A buffet setup with various food containers and utensils.

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a building in the background.

14. Holiday Inn Express Singapore Orchard Road by IHG

Orchard

Doris

฿5,717

฿7,164 total

includes taxes & fees

11 Sept - 12 Sept

A high-rise hotel with a prominent Pan Pacific sign, surrounded by other tall buildings and a Ferris wheel in the distance.

A traditional Japanese-style building with a koi pond and a fountain, surrounded by rocks and greenery.

A spacious room with a large window offering a view of a Ferris wheel and the sea. There is a blue sofa, a table, and a chair with a patterned cushion.

A high-rise hotel room with a city view, a round table with drinks, and two chairs.

15. Pan Pacific Singapore

Marina Bay

Charlie

฿9,477

฿11,363 total

includes taxes & fees

31 Aug - 1 Sept

A rooftop lounge with lounge chairs and a glass balustrade overlooking a cityscape.

A modern hotel with a prominent 'quintet' sign, featuring a grid of balconies, large windows, and a mix of glass and brown facade.

A modern restaurant with a bar area, red and grey chairs, and a view of greenery through large windows.

An outdoor dining area with wicker chairs and a wooden table, surrounded by lush greenery and a small pond.

16. Quincy Hotel Singapore by Far East Hospitality

Newton

Deeksha

฿5,144

฿6,168 total

includes taxes & fees

6 Sept - 7 Sept

A woman sitting by a large window with a city view, a vase with flowers, and a small table.

An indoor restaurant with wicker furniture, hanging plants, and a stone wall.

A modern dining area with a long table, cushioned seating, and potted plants.

A rooftop lounge with a pool, outdoor seating, and large potted plants.

17. Four Seasons Hotel Singapore

Orchard

David

฿11,823

฿14,176 total

includes taxes & fees

25 Sept - 26 Sept

A Novotel hotel with a modern design, featuring a rooftop pool with illuminated tiles.

A modern hotel room with a large bed, a seating area, and a glass partition.

A modern hotel with a glass facade, named Mercure and Novotel, featuring a central courtyard with green landscaping.

An aerial view of a modern building with a rooftop pool, outdoor seating, and landscaped areas.

18. Novotel Singapore on Stevens

Tanglin

Matti

฿4,405

฿5,281 total

includes taxes & fees

13 Sept - 14 Sept

A spacious lobby with a grand staircase, a reception desk, and a decorative chandelier.

A buffet area with seafood, salads, and various dishes.

A hotel room with a bed, a TV mounted on the wall, a small table with a remote control, and a yellow chair.

A swimming pool with colorful lounge chairs and a red building facade.

19. Royal Plaza on Scotts

Orchard

Tina

฿5,860

฿7,026 total

includes taxes & fees

1 Sept - 2 Sept

A rooftop pool with a city skyline view, modern architecture, and a glass railing.

A restaurant with round tables and green chairs, a bar area, and a green wall with plants.

A modern lobby with a central reception desk, seating area, and a large, colorful ceiling artwork.

A modern high-rise building with a glass facade and a prominent sign at the top.

20. Capri By Fraser China Square, Singapore

Downtown Singapore

Stefan Martin

฿6,438

฿7,720 total

includes taxes & fees

31 Aug - 1 Sept

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Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

You can spend an afternoon studying the exhibits at Lotto Carpets Gallery in Dempsey Hill. Wander through the picturesque gardens and marina in this vibrant area.

See properties

Learn more about Dempsey Hill

This former British military base now houses upscale restaurants and boutiques in lush, colonial-era buildings. Enjoy brunch at PS.Cafe before exploring the art galleries and speciality shops that fill the tranquil hilltop enclave.

See all hotels in Dempsey Hill

A covered outdoor seating area with ceiling fans, tables, and chairs.

Top Dempsey Hill Hotel Reviews

Carlton Hotel Singapore

8/10 Good

"Very central hotel, close to all the major sites and across from shopping so super convenient. Hotel overall was great. The amenities were nice. The rooms and overall comfort depends on which floor you stay at. We were initially on the seventh floor and the hallway was musky and heavily scented with perfume or scented spray. The room was damp and musky even when they offered an air purifier it didn’t do much and was causing us hives. The experience made it hard to sleep. We heard others from the seventh floor complaining about how musky and damp their rooms were too. We requested to switch rooms and they didn’t have any available until second day. When we switched to eight floor on second day, the difference was immediate. No musky smell in hallway and room was nice and fresh, not damp, not perfumed, just fresh and clean. We ended up having a nice satay after that. I can’t give them a five star because they should know better than to rent out rooms that are damp musky and smell mouldy. I think they should investigate the entire seventh floor perhaps it’s a ventilation or pipe issue. But overall, had a pleasant stay later on and loved the location."

Paradox Singapore

10/10 Excellent

"This is a big hotel that still feels personable. The staff are very helpful and friendly and in- room facilities were great. A lot of international flights arrive well before check in and reception do whatever they can to help until rooms are ready, like use of the pool area for a swim or shower.They can hold your luggage after checking out if you have a late departure flight. So a great service level. Breakfast is a massive affair with choice of several different cuisines, but can be very busy at times. The lounge/bar is very comfortable and has a range food as well as drinks and the staff are attentive . The hotel is right on Clarke Quay so plenty of restaurants,shops,and nightlife on the doorstep. The hotel also have a booking agency for tours which is a great convenience if you have no plans in mind! We are looking forward to a return visit next time we are travelling through Singapore"

Pan Pacific Singapore

10/10 Excellent

"Fantastic stay at Pan Pacific, super clean and convenient stay in Singapore"

YOTEL Singapore Orchard Road

10/10 Excellent

"Easy access and lovely place"

Crowne Plaza Changi Airport by IHG

10/10 Excellent

"It is convenient to stay at a hotel inside the Airport, especially if you have an early flight the next day."

lyf Funan Singapore

10/10 Excellent

"Kitchen is in renovation until 30.sep"

YOTELAIR Singapore Changi Airport

8/10 Good

"For a quick transit stay, this hotel isn’t bad. You’ll be right in Jewel Changi, with plenty of restaurants and amenities nearby. Easy access to all terminals from Jewel."

Swissotel The Stamford, Singapore

10/10 Excellent

"Nice location and great facilities"

Hotel Boss

10/10 Excellent

"👍"

More cheap stays in Dempsey Hill

The Quay Hotel Little India

195 Serangoon Rd Singapore

฿1,883

฿2,259 total

24 Sept - 25 Sept

includes taxes & fees

7/10 Good! (56 reviews)

Hmlet Essentials Novena

471 Balestier Rd Singapore

฿2,373

฿2,845 total

21 Sept - 22 Sept

includes taxes & fees

Days Inn by Wyndham Singapore Novena

592 Balestier Road Singapore

฿2,408

฿2,887 total

7 Sept - 8 Sept

includes taxes & fees

8.8/10 Excellent! (13 reviews)

BEAT. Arts Hostel Chinatown

211A, South Bridge Road Singapore

฿2,655

฿2,921 total

27 Aug - 28 Aug

includes taxes & fees

KINN Habitat

5 Hongkong St Singapore

฿3,050

฿3,656 total

24 Sept - 25 Sept

includes taxes & fees

9/10 Wonderful! (185 reviews)

Ambassador Transit Hotel Terminal 2

Singapore Changi Airport, PTB2 Singapore

฿6,444

฿7,726 total

29 Aug - 30 Aug

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Dempsey Hill?

Located 3.1 mi (5 km) from the heart of Dempsey Hill, Swissotel The Stamford, Singapore is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Pan Pacific Singapore and Hotel Boss. See all available top hotels, or vacation rentals in Dempsey Hill.

If I need to cancel my hotel reservation in Dempsey Hill, will I receive a refund?

Yes! The majority of room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Dempsey Hill.

How is it to stay in Dempsey Hill?

Visitors can enjoy all that Dempsey Hill has to offer, including the gardens, shopping and restaurants. Tourists can also enjoy the city's football games and bars. Orchard Road, Universal Studios Singapore and Marina Bay Sands Casino are some of the top sights around the area. There are 802 hotels and other accommodation options in the surrounding area. Find out more about Dempsey Hill.

What is there to see in Dempsey Hill?

A favourite place to visit is Lotto Carpets Gallery. You'll also find Orchard Road and Universal Studios Singapore in the area. Take a look at what more there is to see and do in Expedia's Dempsey Hill guide.

What's the seasonal weather like in Dempsey Hill?

The hottest months are usually May and April, with an average temperature of 28°C, while the coldest months are January and February, with an average of 27°C. The rainiest months in Dempsey Hill are November, December, October and April, with each month seeing an average of 321 mm of rainfall.

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Book Hotels in Dempsey Hill on Expedia.com.sg

Find hotels in Dempsey Hill from ฿2,259

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dempsey Hill

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Dempsey Hill hotels

1. JEN Singapore Tanglin by Shangri-La

2. YOTEL Singapore Orchard Road

3. Orchard Hotel Singapore

4. Holiday Inn Express Singapore Clarke Quay by IHG

5. Shangri-La Singapore

6. Orchard Rendezvous Hotel by Far East Hospitality

7. Artyzen Singapore

8. Hotel Faber Park Singapore - Handwritten Collection

9. Hilton Singapore Orchard

10. voco Orchard Singapore by IHG

11. JEN Singapore Orchardgateway by Shangri-La

12. Conrad Singapore Orchard

13. Grand Copthorne Waterfront Hotel Singapore

14. Holiday Inn Express Singapore Orchard Road by IHG

15. Pan Pacific Singapore

16. Quincy Hotel Singapore by Far East Hospitality

17. Four Seasons Hotel Singapore

18. Novotel Singapore on Stevens

19. Royal Plaza on Scotts

20. Capri By Fraser China Square, Singapore

Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

Learn more about Dempsey Hill

Top Dempsey Hill Hotel Reviews

Carlton Hotel Singapore

Paradox Singapore

Pan Pacific Singapore

YOTEL Singapore Orchard Road

Crowne Plaza Changi Airport by IHG

lyf Funan Singapore

YOTELAIR Singapore Changi Airport

Swissotel The Stamford, Singapore

Hotel Boss

More cheap stays in Dempsey Hill

The Quay Hotel Little India

Hmlet Essentials Novena

Days Inn by Wyndham Singapore Novena

BEAT. Arts Hostel Chinatown

KINN Habitat

Ambassador Transit Hotel Terminal 2

Frequently asked questions

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